Trifluoroacetic acid → HCID 71511293, compound

HRID 1055089Notes

Reaction equation

HRID 1055089 reaction equation
C(C1C=C(F)C(N[C@@H](C(C)(C)C)CS(N)(=O)=O)=NC=1C1C2C(=NC=C(F)C=2)NC=1)#[N:2].[F:31][C:32]1[C:33]([NH:58][C@@H:59]([C:65]([CH3:68])([CH3:67])[CH3:66])[CH2:60][S:61]([OH:64])(=[O:63])=[O:62])=C[C:35]([C:38]2[C:46]3[C:41](=[N:42][CH:43]=[C:44]([F:47])[CH:45]=3)[N:40](S(C3C=CC(C)=CC=3)(=O)=O)[CH:39]=2)=[N:36][CH:37]=1.C(O)(C(F)(F)F)=O>C(#N)C.O>[F:31][C:32]1[C:33]([NH:58][C@@H:59]([C:65]([CH3:68])([CH3:67])[CH3:66])[CH2:60][S:61]([OH:64])(=[O:63])=[O:62])=[N:2][C:35]([C:38]2[C:46]3[C:41](=[N:42][CH:43]=[C:44]([F:47])[CH:45]=3)[NH:40][CH:39]=2)=[N:36][CH:37]=1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 71247704HCID 71247704, compoundHCID 86714749HCID 86714749, compound

Product 1

HCID 71511293HCID 71511293, compound

Reagents, catalysts & solvents 1

HCID 18373917Acetonitrile--water (1/1)Solvent

Procedure

Sulfonic acid, 11, was synthesized in a manner similar to compound 30, using compound 57a: 1H NMR (400 MHz, MeOD) δ 8.44 (s, 1H), 8.34 (dd, J=9.2, 2.6 Hz, 1H), 8.22 (d, J=5.7 Hz, 1H), 8.13 (s, 1H), 5.16 (d, J=4.1 Hz, 1H), 3.46-3.33 (m, 2H), 1.10 (d, 9H); LC/MS (10-90% ACN/water 5 min with 0.9% TFA, C18) m/z 412.19 (M+H) retention time=1.91 minutes.

Sources & evidence

ORD record
ord-65ac36a1a15c4827ad5fdc80835662eb
Source dataset
uspto-grants-2016_07
Patent number
US09394302B2

Reaction notes

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